Isaiah Owolabi

About

Where strategy meets execution

I'm a senior strategy, innovation, and digital transformation executive with more than seventeen years driving enterprise strategy, AI-enabled transformation, product innovation, and operational modernization. My work spans FinTech, HealthTech, GovTech, international development, and enterprise consulting — connecting bold ambition to disciplined delivery.

I've partnered with Fortune 500 companies, global consulting firms, multilateral institutions, and government agencies to deliver large-scale transformation and measurable results. My experience includes collaboration across Microsoft, Walmart, Amazon, Dell, Citi Bank, and the World Bank, alongside advisory work with leading firms including McKinsey, BCG, and PwC.

What sets my approach apart is the ability to bridge technical innovation and executive execution — translating AI integration, enterprise product development, and business intelligence into outcomes that scale organizational impact and create durable value.

Experience

A track record of transformation

Aug 2020 – Present

Chief Strategy Officer

HACEY Development & Innovations · Austin, TX

Direct enterprise AI strategy across FinTech, HealthTech, and GovTech portfolios, partnering with executive stakeholders at Microsoft, Walmart, Citi Bank, and the World Bank to translate AI ambition into measurable outcomes.
Led the product vision for an AI-powered financial inclusion platform serving 250,000+ users, integrating predictive analytics and learning loops to deepen engagement across underserved markets.
Architected the digitization of savings groups under a $100M+ World Bank program, reaching roughly 400,000 users and improving transaction transparency.
Secured a $1.9M Gates Foundation investment and incubated the HIV Trust Fund, a $50M blended-finance product, while directing BI dashboards and CRM systems across a $60M portfolio.

Jan 2015 – Jul 2020

Project Manager — Strategy & Innovation Solutions

PRUNEDGE LLC · U.S., U.K. & Nigeria

Directed digital strategy across identity, HealthTech, and FinTech products, improving delivery timelines and implementation efficiency by 20%.
Led interoperable digital identity systems integrated with public-sector databases, modernizing citizen data management for 400K+ records across multiple regions.
Consulted for enterprise clients including Dell, Amazon, CVS, and Novartis, driving operational optimization and transformation execution globally.
Oversaw strategic partnerships with Microsoft and the IFC, enabling cloud collaboration and improving enterprise communication efficiency by 30%.

Oct 2010 – Dec 2015

Senior Product Manager — Enterprise Solutions

TECH4DEV · U.S. & Multi-Country

Directed enterprise product development and digital transformation consulting across corporate, nonprofit, and government clients in 5+ international markets.
Executed strategy consulting for the State Governments of New York and New Jersey, the Global Business Coalition on Health, Sanofi, and GSK — boosting outcomes by 25%.
Co-developed SaaS innovation programs integrating financial services and technology ecosystems, increasing digital adoption by 40%.
Led ERP optimization for HRIS and supply-chain systems, boosting workflow efficiency 30% and reporting turnaround 25% enterprise-wide.

Expertise

Areas of focus

AI, Data & Analytics

Generative AI and LLM integration, AI strategy & adoption, predictive analytics, business intelligence, data governance, KPI frameworks, and ROI modeling for data-driven decision-making.

Enterprise Technology

CRM, ERP, and HRIS modernization, SaaS platforms, digital identity systems, cloud collaboration, risk & compliance systems, and automation frameworks across high-compliance environments.

Product, Innovation & Delivery

Product strategy and roadmapping, MVP development, Agile/Scrum, innovation management, user research, market intelligence, and solution architecture.

Corporate & Business Transformation AI & Digital Transformation Go-to-Market Strategy Executive Stakeholder Management Strategic Partnerships & Alliances Organizational Change Management Operational Excellence Government & Public Sector Consulting Program & Portfolio Management ROI Optimization & Value Realization Market Expansion & Growth Risk, Compliance & Governance

Education

Academic foundation

2024

Executive MBA

Quantic School of Business and Technology · Washington, DC

2023

MSc, Public Policy & Management

University of London · England

2019 – 2020

Resident Scholar, Public Administration

Columbia University · New York

2009

BSc, Physiology

University of Ilorin · Nigeria